5-溴-8-羟基-1,6-萘啶-7-羧酸甲酯合成路线 （共 9 条）
反应条件
N-bromosuccinmide in methanol; chloroform
参考文献
Anthony, Neville J.; Xu, Wei; Lepore, John V.; Mahajan, Amar J.
Patent: US2003/119823 A1, 2003 ;
反应条件
N-bromosuccinmide in dichloromethane
T=20°C; 1 h;
参考文献
Zeng, Li-Fan; Wang, Yong; Kazemi, Roza; Xu, Shili; Xu, Zhong-Liang; Sanchez, Tino W.; Yang, Liu-Meng; Debnath, Bikash; Odde, Srinivas; Xie, Hua; Zheng, Yong-Tang; Ding, Jian; Neamati, Nouri; Long, Ya-Qiu
Journal of Medicinal Chemistry, 2012 , vol. 55, # 22 p. 9492 - 9509
参考文献
Anthony, Neville J.; Gomez, Robert P.; Young, Steven D.; Egbertson, Melissa; Wai, John S.; Zhuang, Linghang; Embrey, Mark; Tran, LeKhanh; Melamed, Jeffrey Y.; Langford, H. Marie; Guare, James P.; Fisher, Thorsten E.; Jolly, Samson M.; Kuo, Michelle S.; Perlow, Debra S.; Bennett, Jennifer J.; Funk, Timothy W.
Patent: US2003/55071 A1, 2003 ;
反应条件
1: 16 h / |Reflux
2: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 3 h / |Reflux
3: sodium tetrahydroborate / tetrahydrofuran / 0 °C
4: magnesium sulfate; triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 5 h / 0 - 20 °C / |Inert atmosphere
5: methanol / 3 h / 0 - 20 °C
6: N-bromosuccinmide / dichloromethane / 1 h / 20 °C
View Scheme
参考文献
Zeng, Li-Fan; Wang, Yong; Kazemi, Roza; Xu, Shili; Xu, Zhong-Liang; Sanchez, Tino W.; Yang, Liu-Meng; Debnath, Bikash; Odde, Srinivas; Xie, Hua; Zheng, Yong-Tang; Ding, Jian; Neamati, Nouri; Long, Ya-Qiu
Journal of Medicinal Chemistry, 2012 , vol. 55, # 22 p. 9492 - 9509
反应条件
1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 3 h / |Reflux
2: sodium tetrahydroborate / tetrahydrofuran / 0 °C
3: magnesium sulfate; triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 5 h / 0 - 20 °C / |Inert atmosphere
4: methanol / 3 h / 0 - 20 °C
5: N-bromosuccinmide / dichloromethane / 1 h / 20 °C
View Scheme
参考文献
Zeng, Li-Fan; Wang, Yong; Kazemi, Roza; Xu, Shili; Xu, Zhong-Liang; Sanchez, Tino W.; Yang, Liu-Meng; Debnath, Bikash; Odde, Srinivas; Xie, Hua; Zheng, Yong-Tang; Ding, Jian; Neamati, Nouri; Long, Ya-Qiu
Journal of Medicinal Chemistry, 2012 , vol. 55, # 22 p. 9492 - 9509
反应条件
1: sodium tetrahydroborate / tetrahydrofuran / 0 °C
2: magnesium sulfate; triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 5 h / 0 - 20 °C / |Inert atmosphere
3: methanol / 3 h / 0 - 20 °C
4: N-bromosuccinmide / dichloromethane / 1 h / 20 °C
View Scheme
参考文献
Zeng, Li-Fan; Wang, Yong; Kazemi, Roza; Xu, Shili; Xu, Zhong-Liang; Sanchez, Tino W.; Yang, Liu-Meng; Debnath, Bikash; Odde, Srinivas; Xie, Hua; Zheng, Yong-Tang; Ding, Jian; Neamati, Nouri; Long, Ya-Qiu
Journal of Medicinal Chemistry, 2012 , vol. 55, # 22 p. 9492 - 9509
反应条件
1: magnesium sulfate; triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 5 h / 0 - 20 °C / |Inert atmosphere
2: methanol / 3 h / 0 - 20 °C
3: N-bromosuccinmide / dichloromethane / 1 h / 20 °C
View Scheme
参考文献
Zeng, Li-Fan; Wang, Yong; Kazemi, Roza; Xu, Shili; Xu, Zhong-Liang; Sanchez, Tino W.; Yang, Liu-Meng; Debnath, Bikash; Odde, Srinivas; Xie, Hua; Zheng, Yong-Tang; Ding, Jian; Neamati, Nouri; Long, Ya-Qiu
Journal of Medicinal Chemistry, 2012 , vol. 55, # 22 p. 9492 - 9509
反应条件
1: methanol / 3 h / 0 - 20 °C
2: N-bromosuccinmide / dichloromethane / 1 h / 20 °C
View Scheme
参考文献
Zeng, Li-Fan; Wang, Yong; Kazemi, Roza; Xu, Shili; Xu, Zhong-Liang; Sanchez, Tino W.; Yang, Liu-Meng; Debnath, Bikash; Odde, Srinivas; Xie, Hua; Zheng, Yong-Tang; Ding, Jian; Neamati, Nouri; Long, Ya-Qiu
Journal of Medicinal Chemistry, 2012 , vol. 55, # 22 p. 9492 - 9509
反应条件
1: triethylamine; acetic acid / dichloromethane / 15 - 20 °C / pH 6-7 / |Molecular sieve
2: sodium tris(acetoxy)borohydride / dichloromethane / 16 h / 15 - 20 °C / |Molecular sieve
3: triethylamine / dichloromethane / 16 h / 15 - 20 °C / |Inert atmosphere
4: triethylamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate / 16 h / 15 - 100 °C / 3878.71 Torr
5: sodium ethanolate / ethanol / 3 h / 0 - 25 °C
6: N-bromosuccinmide / dichloromethane / 2 h / 0 - 10 °C / |Inert atmosphere
View Scheme
参考文献
Lin, Jinguan; Houpis, Ioannis N.; Liu, Renmao; Wang, Youchu; Zhang, Jianqian
Organic Process Research and Development, 2014 , vol. 18, # 1 p. 205 - 214
